On July 1, 2021 Kristy Kerin became Brewster Academy’s 13th Head of School. She is the first woman in the school’s two-century history to hold this position.
Kerin joined Brewster in May 2011 as Director of Advancement. In July 2017, she was named an Assistant Head of School, taking on oversight of institutional strategy work for the Academy while continuing to oversee the advancement division. She played pivotal roles in designing and launching two capital campaigns, including “Our Watershed Moment: The Campaign for Brewster,” the Academy’s largest and most successful campaign to date. Kristy helped implement an integrated approach to outreach that maximizes the reach of Brewster’s Admissions, Advancement, and Communications efforts.
Moving into the role of Associate Head of School in 2019, Kerin continued to lead Brewster’s strategy process, a vanguard approach designed to push leadership deeper into the organization and engage a wide variety of stakeholders in generating innovative new ideas to serve students and extend the influence of the Brewster Model, the school’s unique approach to education.
In 2020, Kerin facilitated Brewster’s COVID Task Force, working with the senior leadership team in the face of great uncertainty to rapidly adapt and develop protocols in order to reopen campus safely for the 2020-21 school year. During this time, she also served in an executive leadership role for the global campus project, working with the founding team to envision and execute on Brewster’s first international campus in Madrid, Spain, opening for the 2023-24 school year.
Kerin is a graduate of Middlebury College, with a B.A. in American Civilization and a Japanese Studies minor. She is currently completing a Master of Arts degree in International Education Management with the Middlebury Institute of International Studies.
She worked for Middlebury College prior to joining Brewster. An internationally ranked high jumper, Kristy competed in the 2004 U.S. Olympic Trials and was inducted into the NCAA Division III Athletic Hall of Fame in 2016. She is also a member of her high school and college Athletics Hall of Fame. She lives on campus with her spouse David, their three children, Matthew, Daniel, and Joanna, and dog, Fred.